(2R,8R)-2-(3,4-dihydroxyphenyl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione

• ChemBase ID: 166488
• Molecular Formular: C21H19N3O4
• Molecular Mass: 377.39326
• Monoisotopic Mass: 377.1375561
• SMILES: c12c([C@H](N3[C@H](C1)C(=O)N(CC3=O)C)c1ccc(c(c1)O)O)[nH]c1c2cccc1
• Canonical SMILES: O=C1N(C)CC(=O)N2[C@@H]1Cc1c([C@H]2c2ccc(c(c2)O)O)[nH]c2c1cccc2
• InChI: InChI=1S/C21H19N3O4/c1-23-10-18(27)24-15(21(23)28)9-13-12-4-2-3-5-14(12)22-19(13)20(24)11-6-7-16(25)17(26)8-11/h2-8,15,20,22,25-26H,9-10H2,1H3/t15-,20-/m1/s1
• InChIKey: HZSPPSAESSMSNY-FOIQADDNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,8R)-2-(3,4-dihydroxyphenyl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraene-4,7-dione
• IUPAC Traditional name: (2R,8R)-2-(3,4-dihydroxyphenyl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.0^3,^8.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraene-4,7-dione
• Synonyms: (6R,12aR)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione; (6R,trans)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione; Desmethylene Tadalafil

Database IDs

• CAS Number: 171489-03-5
• PubChem SID: 162260621
• PubChem CID: 9864503

CALCULATED PROPERTIES

• Acid pKa: 9.229731
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.4088959
• LogD (pH = 7.4): 1.4026378
• Log P: 1.4089762
• Molar Refractivity: 102.2765 cm^3
• Polarizability: 40.174637 Å^3
• Polar Surface Area: 96.87 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol; THF
• Apperance: Off-White Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - D291990

Tadalafil. A phosphodiesterase 5 inhibitor.